[2-(2-Benzyloxycarbonylamino-ethylamino)-ethyl]-carbamic acid (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Base Information

Chemical Name:[2-(2-Benzyloxycarbonylamino-ethylamino)-ethyl]-carbamic acid (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester
CAS No.:200337-36-6
Molecular Formula:C₄₀H₆₃N₃O₄
Molecular Weight:649.958
Hs Code.:

[2-(2-Benzyloxycarbonylamino-ethylamino)-ethyl]-carbamic acid (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

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Chemical Property of [2-(2-Benzyloxycarbonylamino-ethylamino)-ethyl]-carbamic acid (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

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Technology Process of [2-(2-Benzyloxycarbonylamino-ethylamino)-ethyl]-carbamic acid (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

There total 3 articles about [2-(2-Benzyloxycarbonylamino-ethylamino)-ethyl]-carbamic acid (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 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:

: 7144-08-3
Cholesteryl chloroformate

: 200337-36-6
[2-(2-Benzyloxycarbonylamino-ethylamino)-ethyl]-carbamic acid (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / CH₂Cl₂ / 4 h / Ambient temperature

2: 1.) (COCl)2, DMSO, 2.) i-Pr₂NEt / 1.) CH₂Cl₂, -78 deg C, 20 min, 2.) -78 deg C to r.t.

3: 1.) Me₃P, MS 4A, 2.) NaBH₄ / 1.) THF, 30 min; 1 h, 2.) EtOH, diglyme, 18 h

With sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trimethylphosphane; In dichloromethane;
DOI:10.1002/(SICI)1521-3765(199801)4:1<137::AID-CHEM137>3.0.CO;2-2

Reference yield:

: 136099-11-1
N¹-cholesteryloxycarbonyl-1-amino-2-hydroxyethane

: 200337-36-6
[2-(2-Benzyloxycarbonylamino-ethylamino)-ethyl]-carbamic acid (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) (COCl)2, DMSO, 2.) i-Pr₂NEt / 1.) CH₂Cl₂, -78 deg C, 20 min, 2.) -78 deg C to r.t.

2: 1.) Me₃P, MS 4A, 2.) NaBH₄ / 1.) THF, 30 min; 1 h, 2.) EtOH, diglyme, 18 h

With sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trimethylphosphane;
DOI:10.1002/(SICI)1521-3765(199801)4:1<137::AID-CHEM137>3.0.CO;2-2

Reference yield:

: 146552-66-1
benzyl (2-azidoethyl)carbamate

: 200337-34-4
(2-Oxo-ethyl)-carbamic acid (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

: 200337-36-6
[2-(2-Benzyloxycarbonylamino-ethylamino)-ethyl]-carbamic acid (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: With sodium tetrahydroborate; trimethylphosphane; Yield given. Multistep reaction; 1.) THF, 30 min; 1 h, 2.) EtOH, diglyme, 18 h;
DOI:10.1002/(SICI)1521-3765(199801)4:1<137::AID-CHEM137>3.0.CO;2-2