Benzyl-2-N-BOC-5-carbomethoxy-4-oxo-pentanate

Base Information

• Chemical Name: Benzyl-2-N-BOC-5-carbomethoxy-4-oxo-pentanate
• CAS No.: 630128-01-7
• Molecular Formula: C19H25NO7
• Molecular Weight: 379.41
• Mol file: 630128-01-7.mol

Synonyms:1-benzyl 6-methyl-2-(tert-butoxycarbonylamino)-4-oxohexanedioate;(S)-2-tert-Butoxycarbonylamino-4-oxo-hexanedioic acid 1-benzyl ester 6-methyl ester;

Chemical Property of Benzyl-2-N-BOC-5-carbomethoxy-4-oxo-pentanate

Chemical Property:

• Melting Point: 68 - 71 °C
• Boiling Point: 517.6±50.0 °C(Predicted)
• PKA: 10.21±0.46(Predicted)
• PSA: 108.00000
• Density: 1.183±0.06 g/cm3(Predicted)
• LogP: 2.53630

Purity/Quality:

98% ^*data from raw suppliers

(S)-1-Benzyl6-methyl2-((tert-butoxycarbonyl)amino)-4-oxohexanedioate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl-2-N-BOC-5-carbomethoxy-4-oxo-pentanate

There total 4 articles about Benzyl-2-N-BOC-5-carbomethoxy-4-oxo-pentanate 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: 96.0%

methanol (67-56-1) + 2-tert-butoxycarbonylamino-4-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-4-hydroxy-butyric acid benzyl ester (844644-72-0) → 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxo-hexanedioic acid 6-methyl 1-(phenylmethyl) ester (630128-01-7)

Guidance literature:

In benzene; for 9h; Heating;

DOI:10.1016/S0968-0896(03)00182-2

Reference yield:

2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester (30925-18-9) → 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxo-hexanedioic acid 6-methyl 1-(phenylmethyl) ester (630128-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP; isopropenyl chloroformate / CH₂Cl₂ / 1 h / -5 °C

2: 96 percent / benzene / 9 h / Heating

With dmap; Isopropenyl chloroformate; In dichloromethane; benzene;

DOI:10.1016/S0968-0896(03)00182-2

Reference yield:

2-tert-butoxycarbonylamino-4-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-4-hydroxy-butyric acid benzyl ester (844644-72-0) → 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxo-hexanedioic acid 6-methyl 1-(phenylmethyl) ester (630128-01-7)

Guidance literature:

In methanol; toluene; at 70 ℃; Large scale;

upstream raw materials:

methanol

2-tert-butoxycarbonylamino-4-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-4-hydroxy-butyric acid benzyl ester

2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester

Downstream raw materials:

(S)-2-tert-Butoxycarbonylamino-4-[(Z)-hydroxyimino]-hexanedioic acid 1-benzyl ester 6-methyl ester

1-O-2-S-[1'-benzyloxycarbonyl-2'-(4'-t-butoxycarbonylamino)-methylpropionate-1'-2'-ethenyl]-3,4,6-tri-O-benzyl-α-D-glucopyranoside

(4aR,6R,7R,8S,8aR)-3-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-7,8-bis-benzyloxy-6-hydroxymethyl-6,7,8,8a-tetrahydro-4aH-4,5-dioxa-1-thia-naphthalene-2-carboxylic acid methyl ester

(4aR,6R,7R,8S,8aR)-6-Acetoxymethyl-3-((S)-2-acetylamino-2-benzyloxycarbonyl-ethyl)-7,8-bis-benzyloxy-6,7,8,8a-tetrahydro-4aH-4,5-dioxa-1-thia-naphthalene-2-carboxylic acid methyl ester

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