(3S*,6S*)-2,3-bis(benzyloxycarbonyl)-6-<(methoxyamino)methyl>perhydro-1,2-oxazine-6-carboxylic acid

Base Information

• Chemical Name: (3S*,6S*)-2,3-bis(benzyloxycarbonyl)-6-<(methoxyamino)methyl>perhydro-1,2-oxazine-6-carboxylic acid
• CAS No.: 108634-85-1
• Molecular Formula: C₂₃H₂₆N₂O₈
• Molecular Weight: 458.468
• Mol file: 108634-85-1.mol

Synonyms:(3S*,6S*)-2,3-bis(benzyloxycarbonyl)-6-<(methoxyamino)methyl>perhydro-1,2-oxazine-6-carboxylic acid

Chemical Property of (3S*,6S*)-2,3-bis(benzyloxycarbonyl)-6-<(methoxyamino)methyl>perhydro-1,2-oxazine-6-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S*,6S*)-2,3-bis(benzyloxycarbonyl)-6-<(methoxyamino)methyl>perhydro-1,2-oxazine-6-carboxylic acid

There total 3 articles about (3S*,6S*)-2,3-bis(benzyloxycarbonyl)-6-<(methoxyamino)methyl>perhydro-1,2-oxazine-6-carboxylic acid 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: 91.0%

(3S*,6S*)-2,3-bis(benzyloxycarbonyl)-6-<methyl>perhydro-1,2-oxazine-6-carboxylic acid (108634-84-0) → (3S*,6S*)-2,3-bis(benzyloxycarbonyl)-6-<(methoxyamino)methyl>perhydro-1,2-oxazine-6-carboxylic acid (108634-85-1)

Guidance literature:

With thiourea; In ethanol; at 35 - 40 ℃;

DOI:10.1016/S0040-4020(01)87377-4

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (3S*,6S*)-2,3-bis(benzyloxycarbonyl)-6-<(methoxyamino)methyl>perhydro-1,2-oxazine-6-carboxylic acid (108634-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / pyridine / CH₂Cl₂ / Ambient temperature

2: 91 percent / thiourea / ethanol / 35 - 40 °C

With pyridine; thiourea; In ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)87377-4

Reference yield:

(3S*,6S*)-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3,6-dicarboxylic acid (96657-51-1) → (3S*,6S*)-2,3-bis(benzyloxycarbonyl)-6-<(methoxyamino)methyl>perhydro-1,2-oxazine-6-carboxylic acid (108634-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / pyridine / CH₂Cl₂ / Ambient temperature

2: 91 percent / thiourea / ethanol / 35 - 40 °C

With pyridine; thiourea; In ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)87377-4

upstream raw materials:

(3S*,6S*)-2,3-bis(benzyloxycarbonyl)-6-<methyl>perhydro-1,2-oxazine-6-carboxylic acid

benzyl chloroformate

(3S*,6S*)-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3,6-dicarboxylic acid

Downstream raw materials:

benzyl (4S*,7S*)-6-benzyloxycarbonyl-2-methoxy-1-oxo-5-oxa-2,6-diazaspiro<3.5>nonane-7-carboxylate