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Chemical Structure| 7635-54-3 Chemical Structure| 7635-54-3
Chemical Structure| 7635-54-3

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Product Details of (1S)-(+)-Menthyl chloroformate

CAS No. :7635-54-3
Formula : C11H19ClO2
M.W : 218.72
SMILES Code : O=C(Cl)O[C@@H]1[C@@H](C(C)C)CC[C@H](C)C1
MDL No. :MFCD00134483
InChI Key :KIUPCUCGVCGPPA-AEJSXWLSSA-N
Pubchem ID :2733329

Safety of (1S)-(+)-Menthyl chloroformate

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314-H331
Precautionary Statements:P261-P280-P305+P351+P338-P310
Class:6.1(8)
UN#:3277
Packing Group:

Application In Synthesis of (1S)-(+)-Menthyl chloroformate

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 7635-54-3 ]

[ 7635-54-3 ] Synthesis Path-Downstream   1~54

  • 1
  • [ 135-16-0 ]
  • [ 7635-54-3 ]
  • (S)-2-(4-[2-Amino-5-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonyl)-4-oxo-3,4,5,6,7,8-hexahydro-pteridin-6-ylmethyl]-amino}-benzoylamino)-pentanedioic acid [ No CAS ]
  • 2
  • [ 620-08-6 ]
  • [ 7635-54-3 ]
  • 1-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-4-methoxy-pyridinium; chloride [ No CAS ]
  • 4
  • [ 22191-05-5 ]
  • [ 7635-54-3 ]
  • (R)-2-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyloxy)-hexanedioic acid dimethyl ester [ No CAS ]
  • (S)-2-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyloxy)-hexanedioic acid dimethyl ester [ No CAS ]
  • 5
  • [ 7635-54-3 ]
  • [ 151-50-8 ]
  • [ 104461-84-9 ]
  • 6
  • [ 7635-54-3 ]
  • [ 78037-99-7 ]
  • (6E,8Z,11Z,14Z)-(S)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyloxy)-icosa-6,8,11,14-tetraenoic acid methyl ester [ No CAS ]
  • 7
  • [ 7635-54-3 ]
  • [ 112266-45-2 ]
  • 1-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-4-methoxy-3-trimethylsilanyl-pyridinium; chloride [ No CAS ]
  • 8
  • [ 7635-54-3 ]
  • [ 126378-42-5 ]
  • [ 135365-65-0 ]
  • 9
  • [ 7635-54-3 ]
  • [ 100-47-0 ]
  • N-(r-1,t-2,c-5-2-Isopropyl-5-methylcyclohexyl)benzamide [ No CAS ]
  • N-<1-Methyl-1-(4-methylcyclohexyl)ethyl>benzamide [ No CAS ]
  • 11
  • [ 102555-71-5 ]
  • [ 7635-54-3 ]
  • Thiocarbonic acid O-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester S-[2'-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonylsulfanyl)-[1,1']binaphthalenyl-2-yl] ester [ No CAS ]
  • Thiocarbonic acid O-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester S-[2'-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonylsulfanyl)-[1,1']binaphthalenyl-2-yl] ester [ No CAS ]
  • 12
  • [ 7635-54-3 ]
  • [ 602-09-5 ]
  • Carbonic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 2'-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonyloxy)-[1,1']binaphthalenyl-2-yl ester [ No CAS ]
  • Carbonic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 2'-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonyloxy)-[1,1']binaphthalenyl-2-yl ester [ No CAS ]
  • 13
  • [ 7635-54-3 ]
  • [ 156286-12-3 ]
  • C71H19NO2 [ No CAS ]
  • 14
  • [ 7635-54-3 ]
  • [ 57182-15-7 ]
  • (3R,4S)-4-(2,6-Dimethyl-phenylamino)-2,2,5,5-tetramethyl-hexan-3-ol [ No CAS ]
  • 2-(2,6-Dimethyl-phenylamino)-3,3-dimethyl-butyric acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester [ No CAS ]
  • 15
  • [ 7635-54-3 ]
  • (3aR,4R,5R,5aS,8aR,8bR)-5-Benzyloxy-2,2,7,7-tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxol-4-ol [ No CAS ]
  • [ 207131-20-2 ]
  • Carbonic acid (3aS,4R,5S,5aS,8aR,8bS)-5-benzyloxy-2,2,7,7-tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxol-4-yl ester (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester [ No CAS ]
  • 16
  • [ 7635-54-3 ]
  • [ 230309-18-9 ]
  • 3-methoxycarbonyl-4-phenylpiperidine-1-carboxylic acid menthyl ester [ No CAS ]
  • 17
  • [ 5724-81-2 ]
  • [ 7635-54-3 ]
  • 2,3-Dihydro-pyrrole-1-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester [ No CAS ]
  • 18
  • [ 32315-10-9 ]
  • [ 15356-60-2 ]
  • [ 7635-54-3 ]
YieldReaction ConditionsOperation in experiment
99% With pyridine; In dichloromethane; at -5 - 25℃; for 13h; General procedure: In a jacketed reactor equipped with a mechanical stirrer, a thermometer, a constant pressure dropping funnel and an exhaust gas absorber,Add 7L dichloromethane, the first reaction phase, temperature -5 C,780 g (5 mol) of L-menthol and 1187 g (4 mol) of triphosgene were added in portions and sufficiently stirred to dissolve them.-5 CDrop under the drop1215 g (12mo 1) triethylamine in methylene chloride (1.8 L) was added dropwise over 1 to 2 h,Insulation reaction 3h after the natural temperature rise to the second reaction stage, temperature control 25 C, stirring about 10h.After completion of the reaction, the reaction mixture was separated by filtration under filtration, and the mother liquor was washed successively with 3 L of water, 3 L of dilute hydrochloric acid (5%), 0.5 L of sodium carbonate (5%) and 0.5 L of saturated brine ,After drying over anhydrous sodium sulfate, the solvent was removed by steaming and distilled under reduced pressure to collect 108 to 109 C / 1 ImmHg fraction,1063 g of a colorless liquid was obtained in a yield of 97.2%.
  • 19
  • [ 7635-54-3 ]
  • [ 121-44-8 ]
  • [ 250716-74-6 ]
  • N,N-diethyl (-)-(1R)-menthyl carbamate [ No CAS ]
  • Carbonic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 8'-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonyloxy)-2,2'-dimethyl-[1,1']binaphthalenyl-8-yl ester [ No CAS ]
  • 20
  • [ 110-91-8 ]
  • [ 7635-54-3 ]
  • [ 333-20-0 ]
  • [ 331823-17-7 ]
  • 21
  • [ 7635-54-3 ]
  • [ 333-20-0 ]
  • [ 109-89-7 ]
  • [ 331823-15-5 ]
  • 22
  • [ 7635-54-3 ]
  • [ 494-52-0 ]
  • (2'S)-[(1S,2R,5S)-menthoxycarbonyl]anabasine [ No CAS ]
  • 23
  • [ 7635-54-3 ]
  • [ 13078-04-1 ]
  • (2'S)-[(1S,2R,5S)-menthoxycarbonyl]anabasine [ No CAS ]
  • (2'R)-[(1S,2R,5S)-menthoxycarbonyl]anabasine [ No CAS ]
  • 24
  • [ 7635-54-3 ]
  • [ 1049019-27-3 ]
  • (Z)-(-)-menthyl 5-oxo-2-phenyloxazol-4-methylenecarbonate [ No CAS ]
  • 25
  • [ 7635-54-3 ]
  • [ 259253-00-4 ]
  • Ethanesulfonic acid 5-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonylamino)-1,3-dioxo-1,3-dihydro-isoindol-2-yl ester [ No CAS ]
  • 26
  • [ 7635-54-3 ]
  • cis-2-(hydroxymethyl)-5-(N4-acetylcytosin-1'-yl)-1,3-oxathiolane [ No CAS ]
  • Carbonic acid (2S,5R)-5-(4-acetylamino-2-oxo-2H-pyrimidin-1-yl)-[1,3]oxathiolan-2-ylmethyl ester (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester [ No CAS ]
  • Carbonic acid (2R,5S)-5-(4-acetylamino-2-oxo-2H-pyrimidin-1-yl)-[1,3]oxathiolan-2-ylmethyl ester (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester [ No CAS ]
  • 27
  • [ 7635-54-3 ]
  • (S)-tert-butyl(methyl)phosphine-borane [ No CAS ]
  • t-butyl[(1S)-menthyloxycarbonyl]methylphosphine-borane [ No CAS ]
  • 28
  • [ 7635-54-3 ]
  • t-butylphosphine-borane [ No CAS ]
  • C26H50BO4P [ No CAS ]
  • 29
  • [ 7635-54-3 ]
  • [ 475273-53-1 ]
  • Carbonic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 3'-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonyloxy)-9H,9'H-[4,4']bicarbazolyl-3-yl ester [ No CAS ]
  • Carbonic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 3'-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonyloxy)-9H,9'H-[4,4']bicarbazolyl-3-yl ester [ No CAS ]
  • 30
  • [ 7635-54-3 ]
  • (S)-(S)-1-(Tetrahydro-furan-2-yl)-tridecan-1-ol [ No CAS ]
  • [ 612084-67-0 ]
  • Carbonic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (S)-(R)-1-(tetrahydro-furan-2-yl)-tridecyl ester [ No CAS ]
  • 31
  • [ 7635-54-3 ]
  • [ 849340-81-4 ]
  • (2-Iodo-benzyl)-prop-2-ynyl-carbamic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester [ No CAS ]
  • 32
  • [ 863491-46-7 ]
  • [ 7635-54-3 ]
  • [ 874304-95-7 ]
  • 33
  • [ 863491-46-7 ]
  • [ 7635-54-3 ]
  • 2,6-bis-(1-((1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxycarbonyl)-[4R,5R]-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl)-pyridine [ No CAS ]
  • 34
  • 1-((4R,5R)-4,5-dihydro-2-(6-((4R,5R)-4,5-dihydro-4,5-diphenyl-1H-imidazol-2-yl)pyridin-2-yl)-4,5-diphenylimidazol-1-yl)(mesityl)methanone [ No CAS ]
  • [ 7635-54-3 ]
  • 2-(1-(2,4,6-trimethyl-benzoyl)-[4R,5R]-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl)-6-(1-((1S,2R,5S)-2-iso-propyl-5-methylcyclohexyl-3-oxycarbonyl)-[4R,5R]-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl)pyridine [ No CAS ]
  • 35
  • [ 7635-54-3 ]
  • [ 275822-20-3 ]
  • Carbonic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (1S,2S)-2-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonyloxy)-1,2-bis-(4-methoxy-phenyl)-acenaphthen-1-yl ester [ No CAS ]
  • Carbonic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (1R,2R)-2-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonyloxy)-1,2-bis-(4-methoxy-phenyl)-acenaphthen-1-yl ester [ No CAS ]
  • 36
  • [ 7635-54-3 ]
  • [ 170850-75-6 ]
  • [ 865303-09-9 ]
  • 37
  • [ 7635-54-3 ]
  • [ 762203-98-5 ]
  • ((1S,2S)-2-Methyl-1-morpholin-4-ylmethyl-butyl)-carbamic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester [ No CAS ]
  • 38
  • [ 7635-54-3 ]
  • [ 100-46-9 ]
  • [ 683247-05-4 ]
  • 39
  • [ 7635-54-3 ]
  • [ 914288-77-0 ]
  • Carbonic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 7'-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxycarbonyloxy)-[8,8']biquinolinyl-7-yl ester [ No CAS ]
  • 40
  • [ 119-65-3 ]
  • [ 7677-24-9 ]
  • [ 7635-54-3 ]
  • [ 946834-57-7 ]
  • 41
  • [ 958879-25-9 ]
  • [ 7635-54-3 ]
  • (1S,2R,5S)-2-isopropyl-5-methylcyclohexyl 1,1-dimethyl-3,4-dihydrospiro[carbazole-2,2'-[1,3]dioxolane]-9(1H)-carboxylate [ No CAS ]
  • 42
  • [ 7635-54-3 ]
  • 2,2'-dimethyl-8,8'-dihydroxy-1,1'-binaphthyl [ No CAS ]
  • 43
  • [ 7635-54-3 ]
  • 2,2'-dimethyl-8,8'-dihydroxy-1,1'-binaphthyl [ No CAS ]
  • 44
  • [ 7635-54-3 ]
  • [ 104461-75-8 ]
  • 45
  • [ 7635-54-3 ]
  • [ 126378-46-9 ]
  • 46
  • [ 7635-54-3 ]
  • [ 126378-46-9 ]
  • 47
  • [ 7635-54-3 ]
  • [ 126378-48-1 ]
  • 48
  • [ 7635-54-3 ]
  • [ 126378-48-1 ]
  • 49
  • [ 7635-54-3 ]
  • 1-(4-bromo-benzyl)-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline; hydrochloride [ No CAS ]
  • [ 1005456-39-2 ]
  • 50
  • [ 862573-15-7 ]
  • [ 7635-54-3 ]
  • [ 1151683-16-7 ]
YieldReaction ConditionsOperation in experiment
49.1% With dmap; In dichloromethane; for 16h;Heating / reflux; [00166] Example 2[00167] (i?)-l-((2-(l-(Benzo[^l[l,3]dioxol-6-yl)cyclopropanecarboxamido)thiazol- 5-yl)(2-chlorophenyl)methyl)pyrrolidin-3-yl (liS^i?^^-l-isopropyl-S-methylcyclohexyl carbonate[00168] l-(Benzo[rf][l,3]dioxol-5-yl)-N-(5-((2-chlorophenyl)((i?)-3- hydroxypyi?olidin-l-yl)methyl)thiazol-2-yl)cyclopropanecarboxamide (3.00 g, 6.02 mmol) was suspended in 200 mL of anhydrous dichloromethane containing ??iV-dimethylpyridin-4- amine (2.20 g, 18.0 mmol). (lL,2i?,55)-2-Isopropyl-5-metriylcyclohexyl chloroformate (1.91 mL, 9.00 mmol) was slowly added to the suspension and the resulting mixture was heated to reflux for 16 hours. The resulting pale yellow solution was allowed to cool to room temperature, diluted with 20 mL of methanol, and then evaporated to dryness. The crude reaction mixture was separated on 330 g of silica gel utilizing a gradient of 0-5% methanol in dicholoromethane to yield the pure product as a pale yellow solid (2.0087 g, 2.9529 mmol, 49.1%). ESI-MS m/z calc. 679.3, found; 680.5 (M+l)+; Retention time 3.88 minutes.
  • 51
  • [ 3230-65-7 ]
  • [ 7635-54-3 ]
  • C20H28NO2(1+)*Cl(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In toluene; at 20℃; for 24h; General procedure for preparing diastereomeric products4 and 5: A Schlenk under a nitrogen atmosphere was charged with 3,4- dihydroisoquinoline (1.0 mmol). (-)-Menthyl chloroformate (1.0 mmol) and toluene (2 ml_) were subsequently added. The reaction mixture was stirred at room temperature over a period of 24 hours. Naphthol or a naphthol derivative <n="33"/>(1.0 mmol) was then added and the resulting mixture was stirred for another 24 hours. After being transferred to a round bottom flask comprising chloroform, the solvent was removed and the resulting diastereomers were separated by flash column chromatography on silica gel (hexane/dichloromethane = 2:1 , 1 :1 ).
  • 52
  • [ 7635-54-3 ]
  • [ 99553-79-4 ]
  • [ 1017848-52-0 ]
  • 53
  • [ 7635-54-3 ]
  • [ 217446-35-0 ]
  • [ 1017848-54-2 ]
  • 54
  • [ 1046789-84-7 ]
  • [ 7635-54-3 ]
  • [ 1046789-85-8 ]
 

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