methyl 4-((5R,6R)-5-{[(benzyloxy)carbonyl]amino}-6-{[tert-butyl(dimethyl)silyl]oxy}-6-phenylhex-1-en-1-yl)benzoate

Base Information

Chemical Name:methyl 4-((5R,6R)-5-{[(benzyloxy)carbonyl]amino}-6-{[tert-butyl(dimethyl)silyl]oxy}-6-phenylhex-1-en-1-yl)benzoate
CAS No.:1269429-04-0
Molecular Formula:C₃₄H₄₃NO₅Si
Molecular Weight:573.805
Hs Code.:

Synonyms:methyl 4-((5R,6R)-5-{[(benzyloxy)carbonyl]amino}-6-{[tert-butyl(dimethyl)silyl]oxy}-6-phenylhex-1-en-1-yl)benzoate

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Chemical Property of methyl 4-((5R,6R)-5-{[(benzyloxy)carbonyl]amino}-6-{[tert-butyl(dimethyl)silyl]oxy}-6-phenylhex-1-en-1-yl)benzoate

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Technology Process of methyl 4-((5R,6R)-5-{[(benzyloxy)carbonyl]amino}-6-{[tert-butyl(dimethyl)silyl]oxy}-6-phenylhex-1-en-1-yl)benzoate

There total 10 articles about methyl 4-((5R,6R)-5-{[(benzyloxy)carbonyl]amino}-6-{[tert-butyl(dimethyl)silyl]oxy}-6-phenylhex-1-en-1-yl)benzoate 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: 76.0%

: 1269615-25-9
methyl 4-[(5R,6R)-5-amino-6-hydroxy-6-phenylhex-1-en-1-yl]benzoate hydrochloride

: 18162-48-6
tert-butyldimethylsilyl chloride

: 501-53-1,94274-21-2
benzyl chloroformate

: 1269429-04-0
methyl 4-((5R,6R)-5-{[(benzyloxy)carbonyl]amino}-6-{[tert-butyl(dimethyl)silyl]oxy}-6-phenylhex-1-en-1-yl)benzoate

Guidance literature:: methyl 4-[(5R,6R)-5-amino-6-hydroxy-6-phenylhex-1-en-1-yl]benzoate hydrochloride; tert-butyldimethylsilyl chloride; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

benzyl chloroformate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1016/j.bmcl.2015.11.030

Reference yield: 58.0%

: 1269429-05-1
C₂₆H₃₇NO₃Si

: 501-53-1,94274-21-2
benzyl chloroformate

: 1269429-04-0
methyl 4-((5R,6R)-5-{[(benzyloxy)carbonyl]amino}-6-{[tert-butyl(dimethyl)silyl]oxy}-6-phenylhex-1-en-1-yl)benzoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - 20 ℃; for 4.5h;

Reference yield:

: tert-butyl (4S,5R)-4-formyl-2,2-dimethyl-5-phenyloxazolidine-3-carboxylate

: 1269429-04-0
methyl 4-((5R,6R)-5-{[(benzyloxy)carbonyl]amino}-6-{[tert-butyl(dimethyl)silyl]oxy}-6-phenylhex-1-en-1-yl)benzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dichloromethane / 40 h / 20 °C

2.1: hydrogen / palladium 10% on activated carbon / acetone / 24 h / 20 °C

3.1: sodium t-butanolate / dimethyl sulfoxide / 0.75 h / 20 °C

3.2: 1.5 h / 20 °C

4.1: acetyl chloride; methanol / 5 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 2 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 4.5 h / -78 - 20 °C

With methanol; hydrogen; N-ethyl-N,N-diisopropylamine; acetyl chloride; sodium t-butanolate; palladium 10% on activated carbon; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;