tert-Butoxycarbonylamino-acetic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-3,5-bis-(2-tert-butoxycarbonylamino-acetoxy)-6-methoxy-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:tert-Butoxycarbonylamino-acetic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-3,5-bis-(2-tert-butoxycarbonylamino-acetoxy)-6-methoxy-tetrahydro-pyran-4-yl ester
CAS No.:290300-51-5
Molecular Formula:C₃₅H₅₃N₃O₁₅
Molecular Weight:755.817
Hs Code.:

tert-Butoxycarbonylamino-acetic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-3,5-bis-(2-tert-butoxycarbonylamino-acetoxy)-6-methoxy-tetrahydro-pyran-4-yl ester

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Chemical Property of tert-Butoxycarbonylamino-acetic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-3,5-bis-(2-tert-butoxycarbonylamino-acetoxy)-6-methoxy-tetrahydro-pyran-4-yl ester

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Technology Process of tert-Butoxycarbonylamino-acetic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-3,5-bis-(2-tert-butoxycarbonylamino-acetoxy)-6-methoxy-tetrahydro-pyran-4-yl ester

There total 2 articles about tert-Butoxycarbonylamino-acetic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-3,5-bis-(2-tert-butoxycarbonylamino-acetoxy)-6-methoxy-tetrahydro-pyran-4-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:

: 35526-05-7
6-O-benzyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 290300-51-5
tert-Butoxycarbonylamino-acetic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-3,5-bis-(2-tert-butoxycarbonylamino-acetoxy)-6-methoxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: HCl

2: BOP; Et₃N / CH₂Cl₂

With hydrogenchloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; 1: Methanolysis / 2: Acylation;
DOI:10.1016/S0960-894X(00)00251-1

Reference yield:

: 4530-20-5
BOC-glycine

: 23392-30-5
methyl 6-O-benzyl-α-D-galactopyranoside

: 290300-51-5
tert-Butoxycarbonylamino-acetic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-3,5-bis-(2-tert-butoxycarbonylamino-acetoxy)-6-methoxy-tetrahydro-pyran-4-yl ester

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane;
DOI:10.1016/S0960-894X(00)00251-1

Reference yield:

: 290300-51-5
tert-Butoxycarbonylamino-acetic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-3,5-bis-(2-tert-butoxycarbonylamino-acetoxy)-6-methoxy-tetrahydro-pyran-4-yl ester

: 290300-56-0
Phthalic acid mono-[(2R,3S,4S,5R,6S)-3,4,5-tris-(2-tert-butoxycarbonylamino-acetoxy)-6-methoxy-tetrahydro-pyran-2-ylmethyl] ester

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethanol

2: pyridine; DMAP

With pyridine; dmap; hydrogen; palladium on activated charcoal; In ethanol; 1: Hydrogenolysis / 2: Acylation;
DOI:10.1016/S0960-894X(00)00251-1