1,1-Dimethylethyl N-[(1S,2S)-2-hydroxy-1-(phenylmethyl)-5-hexen-1-yl]carbamate

Base Information

Chemical Name:1,1-Dimethylethyl N-[(1S,2S)-2-hydroxy-1-(phenylmethyl)-5-hexen-1-yl]carbamate
CAS No.:137281-40-4
Molecular Formula:C₁₈H₂₇NO₃
Molecular Weight:305.417
Hs Code.:
DSSTox Substance ID:DTXSID901138279

Synonyms:DTXSID901138279;1,1-Dimethylethyl N-[(1S,2S)-2-hydroxy-1-(phenylmethyl)-5-hexen-1-yl]carbamate;137281-40-4

Suppliers and Price of 1,1-Dimethylethyl N-[(1S,2S)-2-hydroxy-1-(phenylmethyl)-5-hexen-1-yl]carbamate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Chemical Property of 1,1-Dimethylethyl N-[(1S,2S)-2-hydroxy-1-(phenylmethyl)-5-hexen-1-yl]carbamate

Chemical Property:

XLogP3:3.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:9
Exact Mass:305.19909372
Heavy Atom Count:22
Complexity:343

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)C(CCC=C)O
Isomeric SMILES:CC(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1)[C@H](CCC=C)O

Technology Process of 1,1-Dimethylethyl N-[(1S,2S)-2-hydroxy-1-(phenylmethyl)-5-hexen-1-yl]carbamate

There total 10 articles about 1,1-Dimethylethyl N-[(1S,2S)-2-hydroxy-1-(phenylmethyl)-5-hexen-1-yl]carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

: 6(S)-<(butyloxycarbonyl)amino>-5-oxo-7-phenyl-1-heptene

: 137281-40-4
(-)-tert-butyl ((2S,3S)-3-hydroxy-1-phenylhept-6-en-2-yl)carbamate

Guidance literature:: With S-(+)-Alpine-borane; tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1021/jacs.9b02690

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 137281-40-4
(-)-tert-butyl ((2S,3S)-3-hydroxy-1-phenylhept-6-en-2-yl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

2: 95 percent / Et₃N, DMAP / 20 h / Ambient temperature

3: LiAlH₄ / diethyl ether / 4 h / Heating

4: Ph₃P, DEAD / CHCl₃ / 36 h / Heating

5: tetrahydrofuran / -35 °C

With dmap; lithium aluminium tetrahydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; chloroform;
DOI:10.1016/S0040-4039(97)10677-3

Reference yield:

: 100-58-3
phenylmagnesium bromide

: 137281-40-4
(-)-tert-butyl ((2S,3S)-3-hydroxy-1-phenylhept-6-en-2-yl)carbamate

Guidance literature:: Multi-step reaction with 8 steps

1: -70 - -40 °C

2: DMAP / Ambient temperature

3: 74 percent / H₂ / ethyl acetate / 40 °C / 5171.5 Torr

4: 1.) CAN

5: 95 percent / Et₃N, DMAP / 20 h / Ambient temperature

6: LiAlH₄ / diethyl ether / 4 h / Heating

7: Ph₃P, DEAD / CHCl₃ / 36 h / Heating

8: tetrahydrofuran / -35 °C

With dmap; lithium aluminium tetrahydride; ammonium cerium(IV) nitrate; hydrogen; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; chloroform; ethyl acetate;
DOI:10.1016/S0040-4039(97)10677-3